[Hiring] Policy Administration & Insurance Operations Manager @Weekday AI

Role Description

We are partnering with a leading AI lab to train frontier models on high-quality insurance reasoning data. We're hiring Policy Administration and Insurance Operations Managers to:

• Design realistic policy-processing and servicing scenarios.
• Evaluate model outputs against established operational standards.
• Help shape how the next generation of AI reasons about the insurance policy lifecycle.

We welcome carrier, MGA, TPA, and insurance-services professionals who have managed or performed:

• Policy issuance
• Endorsements
• Billing
• Renewals
• Cancellations
• Document production
• Quality control
• Related servicing workflows

What You'll Do:

• Design realistic scenarios involving application intake, binding, issuance, endorsements, certificates, billing, audits, renewals, cancellations, reinstatements, and policy-document delivery.
• Create work products such as processing instructions, transaction reviews, exception-handling plans, service communications, and operational quality checks.
• Write "golden" reference responses at experienced insurance-operations quality.
• Grade AI-generated responses against structured rubrics for procedural accuracy, completeness, sequencing, and adherence to service standards.
• Identify incorrect effective dates, missing documentation, improper transaction handling, and confusion between operational processing and substantive underwriting decisions.
• Provide written feedback the research team uses to improve model behavior.
• Participate in onboarding office hours and calibration sessions.

Qualifications

• 2+ years of professional experience in policy administration, underwriting operations, insurance servicing, premium operations, or policy-processing management.
• Understanding of the chronological policy lifecycle from intake and binding through issuance, servicing, renewal, termination, and record retention.
• Hands-on experience with policy administration systems, workflow queues, transaction controls, or quality-assurance processes.
• Ability to translate policy and procedural requirements into precise operational steps.
• Excellent written communication, process discipline, and high attention to detail.
• Ability to distinguish administrative execution from underwriting, claims, legal, and actuarial decisions.

Bonus Qualifications

• Experience across multiple P&C lines or insurance platforms.
• Billing, premium audit, producer licensing, or forms-management experience.
• Experience implementing or testing a policy administration system.
• Lean, Six Sigma, project-management, or operations credential.
• Experience leading service teams or establishing operational controls.

Role Highlights

• Minimum 20 hours per week (ideally 40+).
• Role starts immediately, applications reviewed on a rolling basis.